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Confessions

Anal Confessions

Read the best #anal confession stories


I am sitting in front of my husband, I am 22 years old he is 38 years old, we are in the Midwest. He owns a big company and comes home for an hour everyday. Everyday I take a dildo he bought for me, and put it on a wooden chair. It has a suction cup, so it stays in place. I get out the lube, I strip completely and wait for him to come home. I have lunch fixed and when he comes in I lube up the dildo and lube up my backside and sit on the dildo till it is all the way in. I am very used to it now, there is no pain, but the dildo is 10" long and 2 and 1/2 inches thick. I sit on it while he gets me a salad, or some soup or whatever I have made for lunch. We take the time to talk and discuss things, and eat together. After 40 minutes of it in my bottom I lift off of it, take the dildo and go clean it and myself. By that time he has his pants down and I return to our living room and give him his daily blowjob. At night when he comes home I bend over and he has sex in my bottom. Usually in the mornings he has sex in my vagina, and he almost always licks me to orgasm.

In my teens I let a lot of guys have sex with me and only had orgasms a couple of times. I always have an orgasm when he makes love to me in my front, and when he licks me.

I just don't like being so opened up in my butt, it takes all the control I have anymore to keep my poo inside. I don't mind anal sex, I've done it since I was 13, it was actually my first kind of sex ever, I had that for fear of getting pregnant, I did anal and oral till I was almost 15 before I had regular sex. I don't mind him having anal with me everyday either, I just wish he didn't like me so stretched out. He insists though and I love him and don't want to leave him. It gets embarrassing too because he lets all our friends know whenever the talk turns to sex, that I'm his "three hole girl", and that I take my dildo everyday. Many of our friends (the wives - - - usually!) ask me about it and it's very embarrassing. I don't like that our friends know about our private sex life, especially about having to sit naked in a chair for 40 minutes a day with the dildo up me.


#anal   #dildo  


I'm a girl in my mid-teens, a little chubby, smallish boobs. I have a great boyfriend, way better than I deserve really, he's hot, he's a total hunk, and on the football and baseball teams. We were having sex and for the last month or so he's been playing with my butt. Inserting his fingers, even while he's inside me having sex, he reaches down and will put a finger in my butt. He finally told me he needed to change things a bit and wanted to have sex in my butthole. I let him do it. But I guess I wasn't thinking, definitely wasn't prepared. While he was doing it, I asked him to stop and told him I needed to go to the bathroom but he wouldn't stop. I could feel as he was moving in and out of me back there that he had some poo on his penis. I couldn't help it, he wouldn't stop. I pooped all over us both. He kept going until he finished, and he told me to go get some towels, when I came back he made me pose for some pictures of my dirty behind, and even put his penis back in me to take more pictures. I cleaned him off first, then me. I'm not sure he wants to see me anymore, he hasn't returned my calls for 2 days.
I am so embarrassed.


#poop   #accidental   #anal  


When I return from my overseas trip I stopover in a big city for 8 hours or so. I'm thinking about going to see a transsexual prostitute to satisfy my curiosity about anal sex. That is, my anus being fucked. I found a gorgeous looking one online. She'd be gorgeous if she was a woman. But she doesn't work on the day I get in. I might offer to pay her extra or maybe the prospect of a tight virgin asshole will sway her. Either way I want her cock in my butthole. I wanna act like a little slut and moan loudly while she pumps my man hole.


#tranny  


So I'm straight but I enjoy anal play...so one day I found an object (dildo like) and whilst showering fucked my ass.
It was the best orgasm I ever had, when it goes to the second sphincter the feeling is amazing...


#sissy   #anal   #masturbation  


I came home to find my wife fucking another man in our bed. She was extremely apologetic and begged me not to leave her. She's dependent on me to fund her lifestyle. I made a compromise with her. We'd stay married and I'd pay for everything, but she was no longer my wife, she was my whore. To fuck whenever, wherever and however I wanted. She had never let me fuck her in the butt so she was reluctant but eventually agreed.
The first night I fucked her backdoor gently. To cum in my wife's asshole for the first time was amazing. As she got looser and better at taking my cock I started to fuck her harder and harder. I wanted to ruin her asshole beyond recognition. I only have a modest sized cock so I started using vegetables to stretch her out more and more. Eventually I bought a collection of dildos to fuck her poohole with.
Of course she hated every penetration, every thrust. But she wanted to be financially secure so she just took it.
One day I took her to the doctor (a female doctor) to see if I was doing any damage to her anus. The doctor was obviously very uncomfortable with the discussion and examination and tried to refer us to a different one, but I insisted on staying with her. She determined that my wife's shitter had indeed suffered some damage, but it wasn't serious enough to require surgery. She said that my wife may have difficulty holding in bowel movements in the future and I was thrilled to hear it.
I let her fuck other men, on two conditions; that she only let them fuck her pussy, and that she always asked them what they thought of her asshole. I wanted to hear the opinion of every guy she fucked, and I always asked her while inside her rectum to help me cum.
She wants to leave but I won't get a divorce. It's far too much fun having my own little anal whore!


#slut   #wife  


I cheated on my wife for 6 years with a woman who loved to take Molly (E) and fuck. We met at a club in NYC one night and went home together. We were both high on Molly and had crazy, kinky, explosive sex. This girl was in her 30's, from Hawaii, skinny, and tight. Just sexy as hell. She absolutely LOVED when I would deeply eat her ass and would have multiple earth-shaking orgasms because of it. She also likes bed pretty much anything anal. In a phrase; an amazing fuck slut.

We would meet every other month or so when my wife went out of town on business, take Molly, and just get nasty with one another. My most memorable experience is when I ate her ass after stretching it out with a butt plug, let her cum twice, then fucked her deep down n her ass until she squirted on her own face. She then sucked my dirty cock out of her ass and had my cum all over her face. I cleaned her face off with my piss after. Seriously. Stuff like this happened all the time. I felt guilty and knew it was wrong, but the high from both the drugs and the sex was too much to deny myself.

I dunno. There is something about Molly that made us so dark, so kinky, so willing to do perverted things we wouldn't otherwise do. It's an amazing sex drug.

Anyway, my wife found out 2 years ago and I broke off the sex relationship. Amazingly my wife didn't end our marriage and we are working on rebuilding. God I miss the crazy sex and the Molly though....


#anal   #kink   #molly  


I cheat on my wife with 3 other women because they let me fuck their butts and my wife doesn't. Yes, I was a total asshole and asked each one before we started if they'd let me do that. Two other women said no, so I didn't have sex with them. I only cheat because she won't let me buttfuck her.


#cheating   #anal  


I am a 46 year old woman, divorced twice, kids are grown. I have had 12 boyfriends and 2 husbands who have had sex with me in my life. I've always kept myself in shape and as thin as I could after 3 kids. My legs and ass have always stayed in good shape. I will let me cum in me in front, only my husbands and 2 others came in my mouth and I steadfastly refuse to have anyone in my butt.
I was on a date with a very wealthy super-handsome guy who is only 38 and divorced. After a very good and very expensive dinner and a trip to the theater, we were picked up by his limo. He raised the privacy window, and pulled out his cock and told me he wanted me to suck him. I don't know why but I just did it. I wasn't even appalled by his actions. I just started sucking his cock. As I did he pulled my 36C boobs out of my dress top and proceeded to stroke them and pinch my nipples. He came in my mouth and I swallowed it all and he deeply kissed my jizzed mouth moving his tongue around to get what remained. He pulled me over his knee, raised my dress and ripped off my panties and proceeded to spank me soundly. He said it was for being such a cum whore and an easy slut. After he was done we were at my place and he told his driver not to wait to get a change of clothes and meet him for the office at 7 in the morning.
Without being asked he came up to my place, the doorman could easily tell my hair was mussed, my lipstick messed up, and my boobs weren't placed back in my dress very well. I looked and my date hadn't bothered to zip up his pants. In my place I tried to recover and ask if he wanted a drink, when I turned back for an answer he was totally stripped and opening the drapes to the balcony so we could be seen. He told me to take off my clothes right there and I did it without question hoping I was going to get at least one orgasm out of the evening. I confess I'd planned on sex yet since it was our first time out together, so I was in full growth between my legs. It wasn't pretty. He asked if I had lube and I said I only had Vaseline, no vaginal lube, but I was wet enough. He went and got the Vaseline, and rubbed it on his cock. I told him he wouldn't need it. He replied that it was for me not for him.
"I made up my mind I'm fucking that ass tonight slut" he said
"No, I've never done that, and I don't do that, won't happen" I retorted
"Fuck you" was his answer.
With that he bent me over the back of my couch and I started screaming, he stuffed his socks in my mouth and said that he want' fucking that forest of a pussy but he was going to fuck me. He pushed it into my backdoor and it was hot and searing. After he was done he made me stand there even wiped up a bit of blood from my anus and showed it to me. Then took his belt to me. I was crying, my ass was red and swollen and I noticed he was hard again. He forced me on the floor face down, and fucked me again.
I came, not only did I get the biggest O I've had in my life, I had 3 of them while he banged me in my backside.
Now I beg him for it in my butt, suck him in public when he wants, let him fuck me in the front door anytime, anywhere, and beg him for anal sex.
He gives it to me but not enough. I now have two other guys who will do it to me that way, and I have several orgasms everytime I get a cock pistoning in and out of my butthole. I think back that I started letting the first boy fuck me at 14, and I've missed out on 31 years of sheer bliss.
I'm a buttwhore now totally, unwavering, submissively, giving my butt to any cock I can. I even went back to one of my ex husbands and let him do it to me.
too bad I missed out for soooooo long.


#mf   #forced   #stripped   #public   #slut  


I am a 73 year old widow. I live alone now. I found myself in a situation with a young man (18) who had never had sex and I let him do it to me everyway a man and woman can have sex. I even let him inside my bottom which I hadn't done in about 20 years. Last night he brought over 3 friends and I let the 4 boys have sex with me repeatedly through the night. I've never done anything like that before. They kept it up all night. All three of them shot orgasms in my mouth, all three multiple times in my bottom, and 2 of them did it in my vagina as well. I didn't even have time to clean up between them, they just kept going after one another. I spent 30 minutes on the toilet I had very loose stool after all that sperm up my backside.

I only had my husband, and had one affair with a neighbor when I was 20 years old and my husband never found out. I feel like a whore but feel very young too.


#anal   #vaginal  


I wanted to feel what it was like to receive anal sex. I don't know why, or for how long this has been a fantasy of mine, but I didn't find any attraction to other men. A few days ago I found a mtf tranny who didn't have a pussy yet, hadn't had surgery. She was also not going to because she liked using her cock. It was a bit bigger than I wanted, but attached to a really pretty girl. So I let her fuck me, and have 2 more times since. I can't get enough of that beautiful woman on top of me with her cock inside my ass, and me playing with her tits while she pinches and pulls my nipples.
I really like it this way. I've fucked her ass also, and we have sucked each other as well.


#tranny   #anal   #oral  


I've recently discovered showing a butt plug but my ass really turns me on I am not gay but I'm into anal sex.
I would love another man to take me from behind.


#secretconfession   #anal   #plug  


I (m/22) confess that I persuade my girlfriend to do anal even though I know she will shit blood (literally) and be in pain for the rest of the week afterwards. But she's actually the dumb one if you ask me, why does she not go to the doctors about it??? And she could say no, so.......
I confess that my pleasure is more important to me than her wellbeing.


#boyfriend   #anal   #girlfriend   #blood   #pain   #ohwell  


When I (female) was 14, I walked in on my older sister (who was 17 at the time) using vibrators in her bedroom, one in her pussy, one in her butt. She didn't notice me when I entered; she had a pillow over her face. I stood there frozen for a few seconds before shutting the door as quietly as possible and running away. I had no clue how my sister had gotten a hold of vibrators. I was startled by seeing her do that. I had only recently tried masturbation. All I had ever done was massage my v with the soaped-up handle of the back scrubber in the shower. I had never thought of putting something in my butthole like my big sis had. That evening while in the shower, I tried pushing the smooth plastic end of the back scrubber into my butt, and it felt really uncomfortable at first, but I got used to it, and I used my fingers to rub my pussy. The best orgasm I had ever had occurred then.

The next day right after school, I snuck into my sister's room (she was at theatre rehearsal), searching for the vibrators. After twenty minutes or so, I found them in a shoebox under her bed. I took them to my room upstairs. I washed them off in the bathroom as a precaution. I then locked myself in my room and took my clothes off. I turned one vibrator on and sort of graced it over my v, then, once I was nice and horny, started rubbing it against my butthole. It felt so good. I had to get on my knees on my bed and stuff my face in my pillow to muffle my moans of pleasure. At this point, the vibrator was in about two centimeters. I wanted to push it in all the way, like my sis had. I turned myself so my booty was toward the headboard, still with a pillow primed to quell any ecstatic yelps that could escape my mouth. I rocked myself back and for a couple times, and then thrust my body towards the headboard until my butt cheeks touched the cool wood panel. My scream was of horror film quality, lucky I had the pillow. I then realized that no one was home (my mom was out of town, my dad went back to work after bring me home), so I didn't need the pillow. I had never let myself moan and yell while doing myself. It's a lot more fun, though.

After my moaning became more controllable, I grabbed the other vibrator and switched it on. I then lied on my back, legs parted as far as I could force them. I sat the tip of the vibe on my virgin pussy and left it there for a minute, moaning my heart out. I then slowly pushed it in. Parts of my body twitched and jumped involuntarily as I forced the toy in until I could no longer keep my grip on the device.

For the next three minutes, I yelled and moaned, tears coming from my eyes. I messaged my semi-developed boobies and lifted my hips off the bed and let them fall every few seconds. I started screaming the name of the boy I liked, imaging him screwing me and kissing my face. When I neared my climax, I arched my back and screamed bloody murder. I squirted for a solid ten seconds, which was startling, since I had never squirted before. I turned the vibrators off and hurried to the bathroom before taking them out. I stepped into the shower and pulled the one from my butt, and then the one from my pussy. More of my squirt ran down my legs once I removed it. I showered real quick and hurried back to my room. I got dressed and returned the vibrators to their original hiding place.

I think I put them up wrong, because my sister came to me and asked if I had messed with her vibrators. I answered truthfully. She said I could use them too, so long as no one told mom and dad. I kept the promise. Anytime I'm home alone, I use the toys. I always feel turned on knowing someone else knew I was using them.

I now own my own two vibrators. When I have a boy or girl over (I'm bi) we use them together. It turns me on if my lovers uses one on their butthole, even if it's a boy.


#vibrator   #anal  


My wife of nearly 20 years is a total prude. She normally comes when I play with her ass, but always complains if I try to fuck it. She also wants sex to be gentle. She would often turn me down in the first decade of our marriage and I grew resentful (she comes every time we have sex).

I had a gf back in my 20’s pre marriage that was really sexual. I screwed her ass once on my suggestion and after that, she would ask for it. I would obsess about screwing my wife’s ass, but she thought it was dirty and complained and tells me no. Now I really am not into my wife, just a lot of resentment.

I started cheating on my wife, and I found that many, many women crave being dominated (spanked, tied up, even choked), and love the feeling of getting their ass plowed. Some young (20’s), some my age. They are also more agreeable in general and just overall more submissive. My wife would not follow me through the only exit of a burning building (unless I was leading her exactly where she already decided she wanted to go.)

My wife found out about my affairs and we are trying to work things out. But I doubt she will ever enjoy getting her ass filled up by me even if she lets me. I have lost my attraction for her because of her rejection of my sexual appetite.

Seriously considering divorcing her over this. Thoughts? If you were a woman, and loved anal, would you stay with a man who would not give it to you?


#anal   #adultery   #divorce   #bdsm   #spanking   #choking  


Today I got home from work and went straight to the shower. Before I got in to wash myself I inserted my buttplug into my arsehole. I did my usual shower routine and normally I push it out before I get out so I can clean it. But today I thought fuck it and left it in. I walked around the supermarket with this thing up my shithole, clenching and relaxing. Every hot girl I saw was subjected to a clench and a private fantasy. I picked out the most attractive, young checkout girl I could find and had a good old daydream about fucking her in the arse while I have my buttplug in. She'd be so disgusted if she knew what I was thinking. I came home just before and the plug was causing me some discomfort due to sitting on it for an hour or so, so I went to the bathroom and pulled it out of my hole.

All of this was so I can have the biggest hardest wank later. I'm gonna shoot for the ceiling on this one!


#anal   #anus   #arsehole   #buttplug   #wank  


It all started when I was 9 years old . My family needed to travel for a few weeks and hired a sitter for me, As I had to be at school without a long absence if I was to move up to the next grade without Summer School ! Bob was young, athletic and good natured so we were a better fit than I understood at that time. Over the first few hours, we got closer and closer. Bob was very attentive to me and my whims. He would look deeply into my eyes it was as if He was reaching my soul. This drew me even closer to him. soon there was a bit of brushing my hair out of my eyes & soon there was gentile furtive brushing my hair back or out of my eyes, light pats, touches or rubs and this made me feel pleasantly different than usual. After several hours of talk and play I was beginning to feel very relaxed and strangely attracted to by all the attention.. Then, He looked very deep into my eyes for a long time which started to arouse me and he pulled me very close up to him. I could feel his heat and became aware of his musky scent which gave me a tingling in my crotch. Now he clasped my head in his hands and and firmly planted a very sensuous French Kiss on my stunned lips. His tongue pushed into my mouth and started a fire to smolder that I never knew was possible. We Kissed again and again ,each time with more heat and a rising passion that I could not yet understand. We ground into each other as his hands ran all over me. he gave me hot kisses on my earlobes and the sides of my neck as he worked my shirt open. soon he was tweaking and kissing my nipples and this was making me burn with lust and desire for things I did not as yet understand. Then he let his hands slipped down on my globes in a very warm and sensuous way as he squeezed and massaged. Somehow he managed to drop my pants and undershorts to the floor and step me clear of them. Bob kissed my shoulders and chest as he removed my shirt and I was now very aroused and could not think what to do about it. gentily Bob's fingers moved from my globes towards my crevice and went lightly exploring as he moved inward. I felt a light electric fluttering as the finger tips brushed my rear entrance, but soon the touch was more intense and pulsation on that small rosebud. Out of nowhere some Crisco appeared on his fingers and it was soon spreading around my entrance with a pulsing and thrusting motion. I started to thrill to this new intense sensation and he slipped a finger slowly in and out ever so slowly with a twisting and circular motion. This got a follow up of a second finger and a more vigorous stretching and expanding motion. I noticed that my small tool was now very hard and then I felt a third finger join the stretching party. By now I was loosening up and becoming very relaxed, so I started to thrust back on his fingers as he pushed in and after some time He was all in up to the third knuckles and now rotating too ! Bob withdrew slowly from me while giving me a very hot and deep French Kiss that seemed to reach way down into me. At this point he took my hand and lead me easily down the hall to the Bedroom ! Once there, he places his hands on my shoulders and gently pushed me down on my knees as he moved in with his fully erect Cock which he rubbed on my lips as he massaged the nap of my neck. As his cock brushed back and forth on my lips, it was as if I was mesmerized and my mouth opened as he slid in. I closed my lips around his head and got to work with my tongue and soon he was thrusting in and out, all the time going a bit deeper. After a while he was all the way down my throat with his 8 in. tool and I was loving it ! Then he stopped and let me, up so he could take me onto the Queen sized bed. He whispered in my ear hotly that he needed me and wanted to make me his ! He asked if he could have an orgasm deep inside of me because he wanted and needed me badly. We French Kissed for a bit and I said YES that I needed that too ! After a time he moved into the missionary position and prepared to open my carnal love canal up, wide ! I was so besides myself with Heat, Passion & Raw Lust, that I would have done absolutely anything he asked of me ! Many very enjoyable hours had past to get me to this point and now I wanted to give it up completely to become his cock slut and pussy-boi ! Bob took firm but gentile charge and mounted me to make me his Bottom as I spread my legs open to give him all the access he wanted. Bob kissed my little head just a short bit, then scooped my legs under the knees and raised them to my chest as he slid a hard pillow under my buns which gave him perfect alignment to enter me. i placed my arms and shoulders over my calfs, thus locking my position up to give Bob all the action room he wanted. We continued to French Kiss and feel each other all over. I felt a tapping on my rosebud and it sent thrills through out my entire body. this continues for sometime and got stronger and stronger which sent me over the edge with craziness as I was now so hot that I was mumbling incoherently and begging Bob to ram me hard and deep, as I tried to thrust to meet his teasing thrusts ! Now Bob moved forward a bit at a time with each thrust going in slowly and deeper. After some time when he was well in, he met with some resistance that had him pause. Then he told me that he now needed to break my anal cherry and there would be some pain, but if I could bear with it the feeling afterwards would be beyond anything I could even imagine as it spread throughout my mind and body ! I told him I wanted to be his and he should go ahead with it ! Bob braces himself and quickly placed a French Kiss lip lock on my mouth that completely covered any possibility of sound coming out and strongly thrusted forward into my deep as I yelped as the pain consumed me. Now he paused to let me get my balance and let the pain subside. Soon he was thrusting in and almost out slowly again and now was starting to feel like I was being elevated to paradise on a cloud ! The feeling was very electric & thrilled every cell in my Body to the point of disorienting me far away from reality ! My Lover soon picked up the pace of his thrusting until he was hitting into me hard fast and strong and I was thrusting to meet him with all my strength ! I never dreamed Life could get this joyous & Good and juice was flowing freely ! After some time I felt a charge in my crotch & Bob filed my deep up with a massive breathtaking Orgasm that shook us both from end to end ! Now,I was marked as His & a wide open Happy Bottom ! This was just the first 24 hours of a month long Sitting Job and I was an eager student that was willing to learn to do it all. We were at it every day, as often as our strength would allow ! After that, I went to his place on the down low almost ever day to practice what we shared together freely but privately ! Then he bought other Men Friends around to try me out and I just loved the variety that some of these hot sessions brought ! Most of these men loved my Carnal Skills and use them as often as they can even now !


#sitter   #anal  


For about three months I was having sex with a married mother of two. Twice a week I would park just down the road from her house and wait for her husband to leave for work and the kids to walk to school, then I would go in and fuck her for most of the morning.
I fucked her every way I could think of. We had sex in her bed, in both bathrooms, on the couch, in the office, in the kitchen. I fucked her mouth, pussy, and asshole. My favourite hole of hers was definitely her asshole, not just because its taboo and not every woman lets a guy do that, but because she never let her husband do it. I also absolutely adored licking her butthole. I could do it all day. After I'd done it a few times she told me that she never got the chance to shower between her morning dump and me showing up, so I was licking her dirty asshole. I loved it all the more.

Sadly, her husband got a job in another city and they moved away. She felt bad for me so let me film my cock going into her ass from behind so I could jerk off to it whenever I wanted. And I regularly receive dirty photos and emails from her.
I'm going to visit her as some point and fuck her harder and nastier than ever before.


#milf   #wife   #married   #anal  


Ok so to start Im 17m and I always felt straight until I was 15 and always got off to straight porn but i tried gay things with a friend and turned, and i always had been a bottom from day one, so yesterday i got together with a guy from a hookup site and he came to my house, and holy fuck did he like dominance, i got railed so hard i have to stand while writing this, he came after about an hour and i had blown a load 3 times by the time he finished, i had to lay down after my 2nd cum round because i couldnt stand up anymore and he kept going, it was the best and i plan to hook up again with him


#gay   #anal  


My wife turned me into a sissy, I'm 23 been on female hormones for about a year now I have nice set of 36 d breast and curvy body just like a girl. She is having few black guys over tonight to train me. I can't wait


#bbc   #sissy   #anal   #sex  


I am a male, who very much enjoys anal, I often use my wife's sex toys for anal on myself and am scared to tell her how bad I wish she would use them to fuck me. Even though I'm straight I sometimes fantasize about men fucking me without me knowing maybe blindfolded as I'm not attracted to men.


#anal   #pegging  



Pray and roll the dice for #anal

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